An efficient synthesis of mixed β-carbonates of acyl-protected sugar and their decarboxylative glycosidation promoted by trimethylsilyl trifluoromethanesulfonate

Tetrahedron Letters

Volumn 40, Issue 25, 1999, Pages 4683-4686

  Azumaya, Isao ^a   Niwa, Toshihiro ^a   Kotani, Masaomi ^a   Iimori, Takamasa ^a   Ikegami, Shiro ^a  

^a TEIKYO UNIVERSITY   (Japan)

Author keywords

Carbonates; Decarboxylation; Glycosidation; Neighbouring group effects

Indexed keywords

CARBOHYDRATE DERIVATIVE; CARBONIC ACID; FLUOROFORM; TRIMETHYLSILYL DERIVATIVE;

ARTICLE; CARBOHYDRATE SYNTHESIS; CHEMICAL BOND; CONFORMATIONAL TRANSITION; DECARBOXYLATION; GLYCOSYLATION; STEREOCHEMISTRY;

EID: 0033580961     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)00843-6     Document Type: Article

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23. 3 with TMS as an internal standard) for pure β-anomer: 6: δ 5.99 (d, J = 7.9 Hz); 7: δ 5.97 (d, J = 8.0 Hz); 8: δ 6.01 (d, J =8.2 Hz); 9: δ 5.63 (d, J = 8.2 Hz); 10: δ 5.60 (d, J = 8.2 Hz); 11: δ 5.60 (d, J = 8.2 Hz); 12: δ 5.65 (d, J = 8.5 Hz); 13: δ 5.62 (d, J = 8.2 Hz); 14: δ 5.62 (d, J = 8.2 Hz); 15: δ 6.42 (d, J = 8.9 Hz); 16: δ 6.47 (d, J = 8.9 Hz).
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